In this Master’s thesis, I attempt to illuminate the historical relationship between Classical Indian medical practice and Buddhist monastic law codes, vinaya, in India around the turn of the Common Era. Popular scholarly conceptions of this relationship contend that the adoption of the Indian medical tradition into the Buddhist monastic institution is directly traceable to the Pāli canon. The Mūlasarvastivāda-vinaya (MSV) does not appear to take issue with physicians or medical knowledge, yet the condemnation of physicians in ancient Indian literature strongly suggests that the relationship between monks and medicine is more complex than the Pāli canon illustrates. Similar to other vinaya traditions, the MSV includes detailed information about permitted medicaments, as well as allowances for monastics to provide medical care to other monastics and even, in particular cases, the laity. I argue that the incentives for monastics to maintain a positive relationship with the medical world were driven by the economic benefits of monastic medical knowledge, as well as associations with wealthy physicians. Using a variety of extant Sanskrit materials, as well as epigraphic evidence, I aim to present a nuanced picture of the history of the relationship between Indian Buddhist monasticism and medicine around the turn of the Common Era.